Santiago Holidays

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Top Flight + Hotel Deals in Santiago

Price found within the past 48 hours. Click for updated prices.
La Laguna del Lagarto Eco-Lodge

La Laguna del Lagarto Eco-Lodge

€1,198
per person
30 Dec - 3 Jan
found 1 day ago
Return flight included
Toronto (YYZ) to San José (SJO)
9.4/10 Exceptional! (39 reviews)
Great place if you are looking to do bird watching and other nature related activities. The bird feeders not only attract an incredible amount of birds but also some other mammals such as the Agouti and the Coati. The area is known for sightings of the King Vulture, all types of toucans, tanagers, parrots, etc. Including a Cayman that lives in the lagoon. They also have trails. Food was good, specially breakfast.

Reviewed on 31 Aug 2026

Crocs Resort & Casino

Crocs Resort & Casino

€1,607
per person
30 Dec - 3 Jan
found 1 day ago
Return flight included
Toronto (YYZ) to San José (SJO)
8.8/10 Excellent! (1,003 reviews)
Una experiencia súper bonita, excelente servicio muy atentos amables , lo recomiendo.

Reviewed on 15 Oct 2026

Hyatt Centric San José Escazú

Hyatt Centric San José Escazú

€1,269
per person
30 Dec - 3 Jan
found 1 day ago
Return flight included
Toronto (YYZ) to San José (SJO)
9.4/10 Exceptional! (495 reviews)
An Exceptional Hotel - Hospitality at Its Finest It was a privilege to have stayed here. The stunning lobby and beautiful restaurant create an atmosphere of sophisticated elegance. But what truly distinguishes this hotel is its remarkable staff. The level of hospitality is outstanding - gracious, attentive, and genuinely caring. Throughout my entire stay, I felt completely looked after, with every need met with warmth and professionalism. I felt genuinely welcomed and valued. An unforgettable stay, and a hotel I wholeheartedly recommend. My sincere appreciation to the entire staff for making my visit so exceptional. Special thank you to Didsy, Fabiola, Carlos, Ronny, Waleska, Adrian, and Fernando.

Reviewed on 15 Oct 2026

The Retreat Costa Rica - Wellness Resort & Spa

The Retreat Costa Rica - Wellness Resort & Spa

€2,539
per person
30 Dec - 3 Jan
found 1 day ago
Return flight included
Toronto (YYZ) to San José (SJO)
9.8/10 Exceptional! (76 reviews)
Thank you so much for a wonderful stay! We could have stayed much longer as everything was fantastic from the food, from the spa and especially the staff! We hope to come back one day.

Reviewed on 15 Oct 2026

Radisson San Jose-Costa Rica

Radisson San Jose-Costa Rica

€1,199
per person
30 Dec - 3 Jan
found 1 day ago
Return flight included
Toronto (YYZ) to San José (SJO)
8.8/10 Excellent! (1,358 reviews)

Top hotels in Santiago

Costa Rica Marriott Hotel Hacienda Belen

Costa Rica Marriott Hotel Hacienda Belen

700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
€162
23 Oct - 24 Oct
includes taxes & fees
Costa Rica Marriott Hotel Hacienda Belen
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
€102
17 Nov - 18 Nov
includes taxes & fees
Fairfield by Marriott San Jose Airport Alajuela
Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

Hwy 1 Airport Blvd Rio Segundo
Fully refundableReserve now, pay when you stay
€119
28 Oct - 29 Oct
includes taxes & fees
Hampton by Hilton San Jose Airport
See all 806 properties in Santiago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What are the cheapest months to go to Santiago?
September, October and November are great times to look for cheap Santiago holiday packages. Choosing to travel in less busy months means you can typically find reduced prices on hotels and flights.
How many days is enough for Santiago?
With a well-planned itinerary, you can easily visit the most popular Santiago attractions in a few days. But if you want to discover lesser-known spots or go on day trips, consider booking your Santiago holiday for longer.
How to find the best Santiago package deals?
Start your search for a Santiago package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Santiago package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Santiago getaway off to a flying start.
When to book a holiday package to Santiago?
If you're considering a spontaneous Santiago adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Santiago?
  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to escape to Santiago.
  2. Budget wisely: As well as the price of your stay, you'll need to consider other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that may come up during your trip to Santiago.
  3. Decide how long to go away for: Now that you're more familiar with Santiago, you can work out the right length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customised Santiago holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.